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Gymnemarsgenin

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID b1e195b3-71ad-48d5-a461-3ff53592dd5e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Pregnane steroids > Gluco/mineralocorticoids, progestogins and derivatives
IUPAC Name [(1S)-1-[(3S,8S,9R,10R,12R,13R,14R,17S)-3,8,14,17-tetrahydroxy-10,13-dimethyl-12-[(E)-3-phenylprop-2-enoyl]oxy-1,2,3,4,7,9,11,12,15,16-decahydrocyclopenta[a]phenanthren-17-yl]ethyl] benzoate
SMILES (Canonical) CC(C1(CCC2(C1(C(CC3C2(CC=C4C3(CCC(C4)O)C)O)OC(=O)C=CC5=CC=CC=C5)C)O)O)OC(=O)C6=CC=CC=C6
SMILES (Isomeric) C[C@@H]([C@@]1(CC[C@]2([C@@]1([C@@H](C[C@H]3[C@]2(CC=C4[C@@]3(CC[C@@H](C4)O)C)O)OC(=O)/C=C/C5=CC=CC=C5)C)O)O)OC(=O)C6=CC=CC=C6
InChI InChI=1S/C37H44O8/c1-24(44-32(40)26-12-8-5-9-13-26)35(41)20-21-37(43)34(35,3)30(45-31(39)15-14-25-10-6-4-7-11-25)23-29-33(2)18-17-28(38)22-27(33)16-19-36(29,37)42/h4-16,24,28-30,38,41-43H,17-23H2,1-3H3/b15-14+/t24-,28-,29+,30+,33-,34+,35+,36-,37+/m0/s1
InChI Key PMSGSDGLHPDBSH-ZWAUDDAZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C37H44O8
Molecular Weight 616.70 g/mol
Exact Mass 616.30361836 g/mol
Topological Polar Surface Area (TPSA) 134.00 Ų
XlogP 4.50
Atomic LogP (AlogP) 4.75
H-Bond Acceptor 8
H-Bond Donor 4
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of Gymnemarsgenin

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9717 97.17%
Caco-2 - 0.8220 82.20%
Blood Brain Barrier + 0.7000 70.00%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.8067 80.67%
OATP2B1 inhibitior - 0.8581 85.81%
OATP1B1 inhibitior + 0.8598 85.98%
OATP1B3 inhibitior - 0.2129 21.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.8374 83.74%
BSEP inhibitior + 0.9914 99.14%
P-glycoprotein inhibitior + 0.7699 76.99%
P-glycoprotein substrate + 0.6211 62.11%
CYP3A4 substrate + 0.7101 71.01%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8834 88.34%
CYP3A4 inhibition - 0.7957 79.57%
CYP2C9 inhibition - 0.7805 78.05%
CYP2C19 inhibition - 0.7712 77.12%
CYP2D6 inhibition - 0.9385 93.85%
CYP1A2 inhibition - 0.6635 66.35%
CYP2C8 inhibition + 0.8247 82.47%
CYP inhibitory promiscuity - 0.9435 94.35%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6260 62.60%
Eye corrosion - 0.9938 99.38%
Eye irritation - 0.9307 93.07%
Skin irritation + 0.5455 54.55%
Skin corrosion - 0.9369 93.69%
Ames mutagenesis - 0.7170 71.70%
Human Ether-a-go-go-Related Gene inhibition + 0.8445 84.45%
Micronuclear - 0.6600 66.00%
Hepatotoxicity - 0.5416 54.16%
skin sensitisation - 0.8576 85.76%
Respiratory toxicity + 0.6556 65.56%
Reproductive toxicity + 0.9889 98.89%
Mitochondrial toxicity + 0.9750 97.50%
Nephrotoxicity - 0.9026 90.26%
Acute Oral Toxicity (c) IV 0.3692 36.92%
Estrogen receptor binding + 0.8070 80.70%
Androgen receptor binding + 0.7688 76.88%
Thyroid receptor binding + 0.5690 56.90%
Glucocorticoid receptor binding + 0.7988 79.88%
Aromatase binding + 0.6600 66.00%
PPAR gamma + 0.6819 68.19%
Honey bee toxicity - 0.6960 69.60%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6145 61.45%
Fish aquatic toxicity + 1.0000 100.00%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL221 P23219 Cyclooxygenase-1 98.81% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.60% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.20% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.37% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 93.31% 96.00%
CHEMBL2581 P07339 Cathepsin D 93.19% 98.95%
CHEMBL3192 Q9BY41 Histone deacetylase 8 91.17% 93.99%
CHEMBL226 P30542 Adenosine A1 receptor 90.74% 95.93%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.07% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.56% 97.09%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.69% 94.08%
CHEMBL5028 O14672 ADAM10 88.14% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.07% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 86.78% 100.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.62% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.24% 95.89%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 84.71% 83.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.47% 91.07%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.18% 93.56%
CHEMBL3807 P17706 T-cell protein-tyrosine phosphatase 82.95% 93.00%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 82.70% 96.47%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 82.38% 94.62%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.20% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.14% 99.23%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 81.05% 89.67%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Marsdenia tinctoria

Cross-Links

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PubChem 101683294
LOTUS LTS0094230
wikiData Q104400204